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He went to Harvard getting an undergrad degree in history and government and planned to go to law school after a two-year hiatus.

Terry Semel was hired and although buying Launch Media wasn't his idea, he did sign off on it and support the new music unit. But I got a lot of support from Terry and everybody else there," he remembers. "We built the world’s largest music site at that period of time, 60 million unique users.

"So for the first 3 to 4 years they kind of left me alone and let me build a great business at Yahoo." He and his team stayed in L. We were doing, in 2006, over 5 billion music videos a year, which doesn’t sound like much by today’s numbers but it was far and away the largest video site, period, let alone music site. It was 2007, about 8 years ago, when he grew frustrated enough at Yahoo to quit.

But two weeks before he was set to start law school, "I came to the realization that I didn’t really want to be a lawyer," he said. "I looked at Microsoft but it was really hard to imagine moving to Seattle and the rain when you were used to living in San Francisco and Sydney.

"Sometimes the things you decide not to do are actually the biggest things to do in your career." Although he enjoyed working for Bain, he also knew he didn't want to be a consultant. When you are 24, that does make a difference," he says.

And we built a subscription music product that had well over half a million subscribers." But Yahoo's search business was tanking, in part to the burst bubble that tanked the whole tech world, and in part to the rise of a young startup called Google. A." But he moved to the Bay Area anyway, and commuted to work in L. Between the sale of his company, his job at Yahoo, and Sandberg's job at Google (where she was a VP of ad sales), he didn't have financial concerns over quitting, he told us.

"Yahoo made the choice to invest in the search business" to try and rebuild it. I was still in LA and she had moved to the Bay Area," he says of their courtship. But once again, he didn't know what he was going to do with his life.

After the IPO, at the height of the bubble (March, 2000), the company was worth about 0 million, he told us.

That's when Yahoo, and a couple of other companies, came sniffing, looking to buy Launch Media.